Isocoumarin

Details

• Internal ID: a4683b09-fcf7-41f9-a2a4-6d8385a57ba2
• Taxonomy: Phenylpropanoids and polyketides > Isocoumarins and derivatives
• IUPAC Name: isochromen-1-one
• SMILES (Canonical): C1=CC=C2C(=C1)C=COC2=O
• SMILES (Isomeric): C1=CC=C2C(=C1)C=COC2=O
• InChI: InChI=1S/C9H6O2/c10-9-8-4-2-1-3-7(8)5-6-11-9/h1-6H
• InChI Key: IQZZFVDIZRWADY-UHFFFAOYSA-N
• Popularity: 1,327 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₆O₂
• Molecular Weight: 146.14 g/mol
• Exact Mass: 146.036779430 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.79
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 1H-2-Benzopyran-1-one
• 491-31-6
• 1H-isochromen-1-one
• isochromen-1-one
• 3,4-Benzo-2-pyrone
• CHEBI:38759
• SR89982S3E
• Isocoumarins
• UNII-SR89982S3E
• SCHEMBL76183
• CHEMBL457811
• DTXSID8060080
• IQZZFVDIZRWADY-UHFFFAOYSA-N
• MFCD08061387
• AKOS006285714
• AS-76786
• FT-0607868
• N10038
• EN300-6487432
• Q412756
• Benzoic acid, 2-(2-hydroxyethenyl)-, delta-lactone
• Z1198175817

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.9479	94.79%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4185	41.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9570	95.70%
OATP1B3 inhibitior	+	0.9770	97.70%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9135	91.35%
P-glycoprotein inhibitior	-	0.9661	96.61%
P-glycoprotein substrate	-	0.9920	99.20%
CYP3A4 substrate	-	0.6659	66.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8441	84.41%
CYP3A4 inhibition	-	0.8752	87.52%
CYP2C9 inhibition	-	0.7000	70.00%
CYP2C19 inhibition	-	0.6114	61.14%
CYP2D6 inhibition	-	0.9193	91.93%
CYP1A2 inhibition	+	0.9008	90.08%
CYP2C8 inhibition	-	0.9407	94.07%
CYP inhibitory promiscuity	-	0.8950	89.50%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9013	90.13%
Carcinogenicity (trinary)	Warning	0.4644	46.44%
Eye corrosion	-	0.7635	76.35%
Eye irritation	+	0.9967	99.67%
Skin irritation	+	0.8575	85.75%
Skin corrosion	-	0.9594	95.94%
Ames mutagenesis	+	0.6630	66.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.8534	85.34%
Micronuclear	+	0.5833	58.33%
Hepatotoxicity	+	0.8465	84.65%
skin sensitisation	+	0.5879	58.79%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	+	0.5703	57.03%
Acute Oral Toxicity (c)	II	0.5365	53.65%
Estrogen receptor binding	-	0.8610	86.10%
Androgen receptor binding	+	0.5290	52.90%
Thyroid receptor binding	-	0.7211	72.11%
Glucocorticoid receptor binding	-	0.7964	79.64%
Aromatase binding	-	0.6392	63.92%
PPAR gamma	-	0.7414	74.14%
Honey bee toxicity	-	0.9057	90.57%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	+	0.7000	70.00%
Fish aquatic toxicity	+	0.8894	88.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.03%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.74%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.19%	99.23%
CHEMBL2581	P07339	Cathepsin D	84.17%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.92%	86.33%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.72%	96.67%
CHEMBL3959	P16083	Quinone reductase 2	80.06%	89.49%

Plants that contains it

• Tessmannia densiflora

Cross-Links

• PubChem: 68108
• LOTUS: LTS0035213
• wikiData: Q412756